Synthesis of ethyl furfuryl ether etherification of furfuryl alcohol with ethanol over montmorillonite K10.

Nobutaka Yamanaka, Koji Nishi, Kenji Yasunaga, Hiroshi Yamada
Author Information
  1. Nobutaka Yamanaka: Department of Applied Chemistry, National Defense Academy 1-10-20 Hashirimizu Yokosuka Kanagawa 239-8686 Japan yamanaka@nda.ac.jp. ORCID
  2. Koji Nishi: Department of Applied Chemistry, National Defense Academy 1-10-20 Hashirimizu Yokosuka Kanagawa 239-8686 Japan yamanaka@nda.ac.jp.
  3. Kenji Yasunaga: Department of Applied Chemistry, National Defense Academy 1-10-20 Hashirimizu Yokosuka Kanagawa 239-8686 Japan yamanaka@nda.ac.jp.
  4. Hiroshi Yamada: Department of Applied Chemistry, National Defense Academy 1-10-20 Hashirimizu Yokosuka Kanagawa 239-8686 Japan yamanaka@nda.ac.jp.

Abstract

Ethyl furfuryl ether (EFE), which is synthesized etherification of furfuryl alcohol (FFalc) with ethanol over Brønsted acid catalysts, is used as an additive in gasoline to reduce its consumption and CO emission. In this work, we demonstrate that the performance of this synthesis route can be improved by using commercially available, low-cost, and environmentally friendly montmorillonite K10, which produces EFE in a relatively high yield of 45.3% and a FFalc conversion of 94.2% at a low reaction temperature of 393 K within 1 h. Other commercially available clay minerals showing Brønsted acidity, namely, kaolinite and halloysite, were also used in the etherification reaction under identical conditions. The catalytic performance followed the order of montmorillonite K10 > halloysite > kaolinite, which is consistent with that of the Brønsted acidities determined acid-base titration. The spent montmorillonite K10 showed a catalytic performance comparable to that of the fresh catalyst after calcination.

References

  1. ChemSusChem. 2012 Jan 9;5(1):150-66 [PMID: 22213717]
  2. Molecules. 2019 May 16;24(10): [PMID: 31100815]
  3. Molecules. 2023 Oct 13;28(20): [PMID: 37894547]

Word Cloud

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